EP2750673B1 - Transdermales therapeutisches system für 5-aminolävulinsäurehydrochlorid - Google Patents
Transdermales therapeutisches system für 5-aminolävulinsäurehydrochlorid Download PDFInfo
- Publication number
- EP2750673B1 EP2750673B1 EP12750597.2A EP12750597A EP2750673B1 EP 2750673 B1 EP2750673 B1 EP 2750673B1 EP 12750597 A EP12750597 A EP 12750597A EP 2750673 B1 EP2750673 B1 EP 2750673B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- transdermal therapeutic
- therapeutic system
- polyacrylate
- aminolevulinic acid
- acid hydrochloride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 230000001225 therapeutic effect Effects 0.000 title claims description 48
- ZGXJTSGNIOSYLO-UHFFFAOYSA-N 88755TAZ87 Chemical compound NCC(=O)CCC(O)=O ZGXJTSGNIOSYLO-UHFFFAOYSA-N 0.000 title claims description 37
- 229950010481 5-aminolevulinic acid hydrochloride Drugs 0.000 title claims description 30
- 229920000058 polyacrylate Polymers 0.000 claims description 33
- 239000011159 matrix material Substances 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 22
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 18
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 18
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 17
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 12
- 239000013078 crystal Substances 0.000 claims description 12
- 239000010410 layer Substances 0.000 claims description 11
- 208000009621 actinic keratosis Diseases 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 9
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 7
- 239000000853 adhesive Substances 0.000 claims description 6
- 239000011241 protective layer Substances 0.000 claims description 6
- 208000000453 Skin Neoplasms Diseases 0.000 claims description 5
- 239000003431 cross linking reagent Substances 0.000 claims description 5
- 238000003745 diagnosis Methods 0.000 claims description 5
- 239000013543 active substance Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 229920005601 base polymer Polymers 0.000 claims description 3
- 230000000771 oncological effect Effects 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- 208000017520 skin disease Diseases 0.000 claims description 3
- 229940124597 therapeutic agent Drugs 0.000 claims description 2
- 239000004480 active ingredient Substances 0.000 description 14
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 12
- 210000003491 skin Anatomy 0.000 description 11
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- -1 polyethylene terephthalate Polymers 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 229960002749 aminolevulinic acid Drugs 0.000 description 7
- 229940079593 drug Drugs 0.000 description 7
- 238000002428 photodynamic therapy Methods 0.000 description 7
- 230000008901 benefit Effects 0.000 description 6
- 150000004032 porphyrins Chemical class 0.000 description 6
- 210000001519 tissue Anatomy 0.000 description 5
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 201000000849 skin cancer Diseases 0.000 description 3
- 238000002560 therapeutic procedure Methods 0.000 description 3
- KSFOVUSSGSKXFI-GAQDCDSVSA-N CC1=C/2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(C=C)=C5C)C(C=C)=C4C)C(C)=C3CCC(O)=O)=C1CCC(O)=O Chemical compound CC1=C/2NC(\C=C3/N=C(/C=C4\N\C(=C/C5=N/C(=C\2)/C(C=C)=C5C)C(C=C)=C4C)C(C)=C3CCC(O)=O)=C1CCC(O)=O KSFOVUSSGSKXFI-GAQDCDSVSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007922 dissolution test Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229950003776 protoporphyrin Drugs 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XKWFZGCWEYYGSK-UHFFFAOYSA-N 3,3,5,5-tetramethyl-2-methylidenehexanamide Chemical compound CC(C)(C)CC(C)(C)C(=C)C(N)=O XKWFZGCWEYYGSK-UHFFFAOYSA-N 0.000 description 1
- XBIUWALDKXACEA-UHFFFAOYSA-N 3-[bis(2,4-dioxopentan-3-yl)alumanyl]pentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)[Al](C(C(C)=O)C(C)=O)C(C(C)=O)C(C)=O XBIUWALDKXACEA-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 102000018832 Cytochromes Human genes 0.000 description 1
- 108010052832 Cytochromes Proteins 0.000 description 1
- 102000001554 Hemoglobins Human genes 0.000 description 1
- 108010054147 Hemoglobins Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QSUUVWLPWCJHCR-UHFFFAOYSA-N [Pb].Cl.NCC(CCC(=O)O)=O Chemical compound [Pb].Cl.NCC(CCC(=O)O)=O QSUUVWLPWCJHCR-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000006907 apoptotic process Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- UOCJDOLVGGIYIQ-PBFPGSCMSA-N cefatrizine Chemical group S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)[C@H](N)C=2C=CC(O)=CC=2)CC=1CSC=1C=NNN=1 UOCJDOLVGGIYIQ-PBFPGSCMSA-N 0.000 description 1
- 230000009693 chronic damage Effects 0.000 description 1
- 239000007979 citrate buffer Substances 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 210000001061 forehead Anatomy 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 210000000537 nasal bone Anatomy 0.000 description 1
- 230000017074 necrotic cell death Effects 0.000 description 1
- 210000001331 nose Anatomy 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000002927 oxygen compounds Chemical class 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 208000017983 photosensitivity disease Diseases 0.000 description 1
- 231100000434 photosensitization Toxicity 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 210000004927 skin cell Anatomy 0.000 description 1
- 206010041823 squamous cell carcinoma Diseases 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7053—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
- A61K9/7061—Polyacrylates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Definitions
- the active substance-impermeable backing layer is preferably inert and as flexible as possible, so that the transdermal therapeutic system can also be applied to uneven skin areas.
- any suitable material such as polyethylene terephthalate, polyethylene, polybutylene, polyurethane, polyester, etc. may be used.
- the active substance-impermeable backing layer is preferably an optionally aluminized polyester film, particularly preferably a laminate of pigmented polyethylene and aluminum vapor-coated polyester, which protects against light radiation and thus prevent photosensitization before the actual photodynamic therapy.
- the crystals or particles of the crystalline 5-aminolevulinic acid hydrochloride are greater than the layer thickness of the polymer matrix.
- the active ingredient protrudes from the matrix, so to speak, which has the advantage that, upon contact with the skin, especially with sweat, the protruding crystals dissolve very quickly and can therefore be absorbed easily and quickly transdermally.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL12750597T PL2750673T3 (pl) | 2011-08-31 | 2012-08-24 | Transdermalny system terapeutyczny dla chlorowodorku kwasu 5-aminolewulinowego |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102011111865A DE102011111865A1 (de) | 2011-08-31 | 2011-08-31 | Transdermales therapeutisches System für 5-Aminolävulinsäurehydrochlorid |
PCT/EP2012/066541 WO2013030129A1 (de) | 2011-08-31 | 2012-08-24 | Transdermales therapeutisches system für 5-aminolävulinsäurehydrochlorid |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2750673A1 EP2750673A1 (de) | 2014-07-09 |
EP2750673B1 true EP2750673B1 (de) | 2017-08-09 |
Family
ID=46724447
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12750597.2A Active EP2750673B1 (de) | 2011-08-31 | 2012-08-24 | Transdermales therapeutisches system für 5-aminolävulinsäurehydrochlorid |
Country Status (17)
Country | Link |
---|---|
US (2) | US10307382B2 (pt) |
EP (1) | EP2750673B1 (pt) |
JP (2) | JP6035335B2 (pt) |
KR (1) | KR101933610B1 (pt) |
CN (1) | CN103764135B (pt) |
AU (1) | AU2012301042B2 (pt) |
BR (1) | BR112014004635B1 (pt) |
CA (1) | CA2844288C (pt) |
DE (1) | DE102011111865A1 (pt) |
DK (1) | DK2750673T3 (pt) |
ES (1) | ES2646737T3 (pt) |
MX (1) | MX351514B (pt) |
NO (1) | NO2750673T3 (pt) |
PL (1) | PL2750673T3 (pt) |
PT (1) | PT2750673T (pt) |
RU (1) | RU2607657C2 (pt) |
WO (1) | WO2013030129A1 (pt) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11850025B2 (en) | 2011-11-28 | 2023-12-26 | Aranz Healthcare Limited | Handheld skin measuring or monitoring device |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CZ307444B6 (cs) * | 2015-04-22 | 2018-08-29 | Jakub Rak | Mukoadhezivní polymerní film pro fotosenzitivní terapii v ústní dutině s obsahem fotosenzitizérů |
US10013527B2 (en) | 2016-05-02 | 2018-07-03 | Aranz Healthcare Limited | Automatically assessing an anatomical surface feature and securely managing information related to the same |
US11116407B2 (en) | 2016-11-17 | 2021-09-14 | Aranz Healthcare Limited | Anatomical surface assessment methods, devices and systems |
US11903723B2 (en) | 2017-04-04 | 2024-02-20 | Aranz Healthcare Limited | Anatomical surface assessment methods, devices and systems |
KR102171200B1 (ko) | 2018-11-20 | 2020-10-28 | 제너럴바이오(주) | 5-아미노레불린산 수화염화물과 그 유도체를 유효성분으로 함유하는 여드름성 피부염 개선 또는 그의 조성물 |
CN111517973B (zh) * | 2019-02-02 | 2023-08-04 | 中国科学院天津工业生物技术研究所 | 一种从发酵液中制备5-氨基乙酰丙酸盐酸盐的生产工艺及其应用 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996006602A1 (en) | 1993-08-27 | 1996-03-07 | Noven Pharmaceuticals, Inc. | COMPOSITIONS AND METHODS FOR THE ADMINISTRATION OF δ-AMINOLEVULINIC ACID AND PHARMACEUTICAL EQUIVALENTS THEREOF |
HU0200901D0 (pt) * | 1996-06-20 | 2002-08-28 | Lavipharm Sa | |
GR1002807B (el) | 1996-06-20 | 1997-11-13 | Lavipharm A.E. | Συστημα για την τοπικη θεραπεια της ακμης και μεθοδος παραγωγης του |
US5856566A (en) * | 1997-09-02 | 1999-01-05 | Dusa Pharmaceuticals, Inc. | Sterilized 5-aminolevulinic acid |
DE60017831T3 (de) * | 1999-01-14 | 2009-12-17 | Noven Pharmaceuticals, Inc., Miami | Dermale zusammensetzungen |
DE10034673C1 (de) * | 2000-07-17 | 2002-04-25 | Medac Klinische Spezialpraep | Dermales Applikationssystem für Aminolävulinsäure und seine Verwendung |
CA2422865C (en) | 2000-08-16 | 2012-10-16 | The General Hospital Corporation D/B/A Massachusetts General Hospital | Aminolevulinic acid photodynamic therapy for treating sebaceous gland disorders |
KR100846912B1 (ko) | 2001-01-12 | 2008-07-17 | 페데랄노에고수다르스트벤노에유니타르노에프레드프리야티에고수다르스트벤니나우쉬니티센트르나우쉬노이슬레도바텔스키인스티튜트오르가니쉐스키크흐포루프로두크토브아이크르아시텔에이에프지업지엔트스니오피크 | 광에너지 요법 및 그 요법을 수행하기 위한 도포기 |
JP4394444B2 (ja) * | 2001-10-24 | 2010-01-06 | パワー ペーパー リミティド | 活性物質の制御された皮膚内デリバリーのためのデバイス及び方法 |
DE10200578A1 (de) | 2002-01-09 | 2003-07-10 | Roehm Gmbh | Haft- und Bindemittel für dermale oder transdermale Therapiesysteme |
DE10202487A1 (de) | 2002-01-23 | 2003-07-31 | Photonamic Gmbh & Co Kg | Dermales Applikationssystem für Aminolävulinsäure-Derivate |
DE10344334A1 (de) | 2003-09-24 | 2005-04-28 | Johann Berger | Gewebtes Gurtband |
EP1847264B1 (en) | 2005-01-31 | 2017-05-03 | Hisamitsu Pharmaceutical Co., Inc. | Bisoprolol patch |
US20060182790A1 (en) * | 2005-02-17 | 2006-08-17 | Flor Mayoral | Dermal medicaments application enhancer |
US20100087768A1 (en) * | 2008-10-02 | 2010-04-08 | Forlano Paula | Transdermal drug delivery system for liquid active ingredient |
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2011
- 2011-08-31 DE DE102011111865A patent/DE102011111865A1/de not_active Ceased
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2012
- 2012-08-24 NO NO12750597A patent/NO2750673T3/no unknown
- 2012-08-24 PL PL12750597T patent/PL2750673T3/pl unknown
- 2012-08-24 CN CN201280041826.1A patent/CN103764135B/zh active Active
- 2012-08-24 EP EP12750597.2A patent/EP2750673B1/de active Active
- 2012-08-24 WO PCT/EP2012/066541 patent/WO2013030129A1/de active Application Filing
- 2012-08-24 CA CA2844288A patent/CA2844288C/en active Active
- 2012-08-24 JP JP2014527607A patent/JP6035335B2/ja active Active
- 2012-08-24 ES ES12750597.2T patent/ES2646737T3/es active Active
- 2012-08-24 DK DK12750597.2T patent/DK2750673T3/da active
- 2012-08-24 RU RU2014111255A patent/RU2607657C2/ru active
- 2012-08-24 AU AU2012301042A patent/AU2012301042B2/en active Active
- 2012-08-24 KR KR1020147008255A patent/KR101933610B1/ko active IP Right Grant
- 2012-08-24 MX MX2014002215A patent/MX351514B/es active IP Right Grant
- 2012-08-24 PT PT127505972T patent/PT2750673T/pt unknown
- 2012-08-24 US US14/240,810 patent/US10307382B2/en active Active
- 2012-08-24 BR BR112014004635-2A patent/BR112014004635B1/pt active IP Right Grant
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2016
- 2016-10-28 JP JP2016211246A patent/JP6203364B2/ja active Active
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2019
- 2019-04-18 US US16/388,364 patent/US20190240166A1/en not_active Abandoned
Non-Patent Citations (1)
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11850025B2 (en) | 2011-11-28 | 2023-12-26 | Aranz Healthcare Limited | Handheld skin measuring or monitoring device |
Also Published As
Publication number | Publication date |
---|---|
EP2750673A1 (de) | 2014-07-09 |
DE102011111865A1 (de) | 2013-02-28 |
KR20140056370A (ko) | 2014-05-09 |
WO2013030129A1 (de) | 2013-03-07 |
US20190240166A1 (en) | 2019-08-08 |
US10307382B2 (en) | 2019-06-04 |
CN103764135B (zh) | 2018-06-22 |
ES2646737T3 (es) | 2017-12-15 |
MX2014002215A (es) | 2014-04-30 |
CA2844288C (en) | 2019-08-20 |
MX351514B (es) | 2017-10-17 |
JP2014527537A (ja) | 2014-10-16 |
AU2012301042A1 (en) | 2014-03-20 |
AU2012301042B2 (en) | 2017-07-13 |
US20140323994A1 (en) | 2014-10-30 |
CN103764135A (zh) | 2014-04-30 |
RU2607657C2 (ru) | 2017-01-10 |
JP2017061489A (ja) | 2017-03-30 |
BR112014004635A2 (pt) | 2017-03-14 |
CA2844288A1 (en) | 2013-03-07 |
PL2750673T3 (pl) | 2018-11-30 |
NO2750673T3 (pt) | 2018-01-06 |
DK2750673T3 (da) | 2017-11-20 |
BR112014004635B1 (pt) | 2022-09-13 |
RU2014111255A (ru) | 2015-10-10 |
PT2750673T (pt) | 2017-11-15 |
KR101933610B1 (ko) | 2018-12-28 |
JP6203364B2 (ja) | 2017-09-27 |
JP6035335B2 (ja) | 2016-11-30 |
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